This paper deals with the design problems inhealthcare information systems on how to adapt to dynamicfactors and diversities so as to reach the interoperabilitybetween healthcare actors. Those dynamic factors anddiversities are caused by, for example, constant suggestionsfrom users, changes in the applied technologies, andafter-learning related stepwise progresses. We suggest applyingWeb services technology, especially the idea of Semantic Web totackle the problem of diversity in healthcare branch. In order totackle the problem of dynamic changes during the designprocess, we suggest an evolutionary design methodology basedupon an organic development metaphor – embryonicprototyping approach (EmA). We demonstrate our idea by theproject IMIS that is to design a semantic Web service for thediabetic healthcare.